A trip down MSPaint Memory Lane p.2

The MSPainting that Patrick was referring to in his comment on the previous post was this one:

Legit, Patrick. Totally Legit. This was also one of my favorites. The only thing that I think could have made it better yet would be if the chess board showed white with Checkmate.

Another of my favorites? Mike D made entirely out of eyeballs drawn by Sander for a Halloween contest:

This must have taken an obscene amount of time.

A trip down MSPaint Memory Lane

In light of the upcoming death of Microsoft Paint, I am reviewing a few of the best MSPaintings from MikeDiDonato.com

Undeniably, the MSPainting that I am most proud of is my rendition of Picasso’s Guernica.


It took forever to make this. The painting itself is amazing. I think the Horse is the most impressive bit. Notice the incredible tiny dots of its hide, the spear piercing its side, and the awesome hooves. Copying this took hours and hours and hours. While the MSPainting does not much stand against Picasso’s actual work, my labor-hours certainly pays pretty good homage.

Ahhh MSpaint. You shall be missed.

The End of an Era

Despite winning MikeDiDonato.com’s prestigious “Best Digital Art Program Ever” award for over 20 years straight, Microsoft is rumored to be eradicating Microsoft Paint from windows in the upcoming upgrade.

Admittedly, since the disappointing upgrade for Windows 10 that removed so much functionality by adding features, MSPaint has been in a sad downward spiral. The only uplifting part of the news was the plethora of emails, texts and phone calls that I received from friends and family sending their condolences to me. In fact, I think more people offered their sympathies on reading about MSPaint than celebratory messages offered on my Wedding day. Ha!

Thank you to all for your solemn offerings of support in this troubled time.

Perhaps we will take a trip down memory lane and explore a few of the most glorious MSPaintings that have graced this website since its debut so many years ago. It’s perhaps most appropriate to start with Cupcakezilla – Drawn by Roland in England as part of an MSPaint contest. It was one of very few designs that ever transitioned from MSPaint to Silk Screen. An epic display of pixelation.


Having a baby makes gifts easier. A’int nothin’ a Grammy or Nana doesn’t want more than something baby-esque*. Jen had a good idea to make a little love poster using prints from Johnathan’s feet as the letter V. I think the original concept came from Pinterest or something, but we decided to tweak it a little for marvelous effect.

We took a couple canvases, covered Johnny’s feet in paint, used them as stamps, then caligraphied (Is that a word?) the rest of the text. The work was executed in the bathroom where we could quickly wash Johnathan’s little feet off once we had finished the prints. It worked really well, even with the little man squirming around like a fish out of water.


Then when it was just edging on unbearably cute, we grabbed a different canvas and made a giant grotesque canvas one with my feet.

Here’s Mom D at the unveiling. First with the feet of her youngest grandson:

Mom D

And then the completely ridiculous feet of her son:

MikeD Footprint

Mission accomplished.

*this sentence has a triple negative, the logic works out.